1,4-Dianilinobenzene

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Names

[ CAS No. ]:
74-31-7

[ Name ]:
1,4-Dianilinobenzene

[Synonym ]:
1,4-Benzenediamine, N,N'-diphenyl-
1,4-benzenediamine, N1,N4-diphenyl-
1-N,4-N-diphenylbenzene-1,4-diamine
N,N'-Diphenyl-1,4-benzenediamine
p-phenylenediamine, N,N'-diphenyl-
dppd
N,N'-Diphenyl-1,4-phenylenediamine
n,n'-diphenylbenzene-1,4-diamine
1,4-Benzenediamine, N,N-diphenyl-
N,N′-Diphenyl-1,4-phenylenediamine
1,4-Dianilinobenzene
N,N′-Diphenyl-p-phenylenediamine
EINECS 200-806-4
n,n'-diphenyl-p-phenylenediamine
1,4-Bis(phenylamino)benzene
MFCD00003015

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
469.2±0.0 °C at 760 mmHg

[ Melting Point ]:
143-145 °C(lit.)

[ Molecular Formula ]:
C18H16N2

[ Molecular Weight ]:
260.333

[ Flash Point ]:
297.0±13.0 °C

[ Exact Mass ]:
260.131348

[ PSA ]:
24.06000

[ LogP ]:
3.32

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.694

[ Stability ]:
Stable. Incompatible with strong acids, strong oxidizing agents

[ Water Solubility ]:
<0.1 g/100 mL at 20 ºC

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
ST2275000
CHEMICAL NAME :
p-Phenylenediamine, N,N'-diphenyl-
CAS REGISTRY NUMBER :
74-31-7
BEILSTEIN REFERENCE NO. :
2215944
LAST UPDATED :
199710
DATA ITEMS CITED :
18
MOLECULAR FORMULA :
C18-H16-N2
MOLECULAR WEIGHT :
260.36
WISWESSER LINE NOTATION :
RMR DMR

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
Standard Draize test
ROUTE OF EXPOSURE :
Administration into the eye
SPECIES OBSERVED :
Rodent - rabbit
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
2370 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
18 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
300 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
182 gm/kg/2Y-C
TOXIC EFFECTS :
Liver - changes in liver weight Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis) Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
20443 mg/kg/3W-C
TOXIC EFFECTS :
Blood - change in clotting factors
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1000 mg/kg
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Lungs, Thorax, or Respiration - tumors Blood - tumors
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
450 mg/kg
SEX/DURATION :
female 14 day(s) pre-mating female 1-22 day(s) after conception
TOXIC EFFECTS :
Reproductive - Maternal Effects - parturition Reproductive - Effects on Newborn - stillbirth
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
2500 mg/kg
SEX/DURATION :
female 1-22 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
4176 mg/kg
SEX/DURATION :
female 6-14 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - extra-embryonic structures (e.g., placenta, umbilical cord)

MUTATION DATA

TYPE OF TEST :
Mutation in mammalian somatic cells
TEST SYSTEM :
Rodent - hamster Lung
DOSE/DURATION :
30 mg/L
REFERENCE :
SWEHDO Scandinavian Journal of Work, Environment and Health. (Haartmaninkatu 1, SF-00290 Helsinki, 29, Finland) V.1- 1975- Volume(issue)/page/year: 9(Suppl 2),27,1983 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 80282 No. of Facilities: 315 (estimated) No. of Industries: 5 No. of Occupations: 22 No. of Employees: 7496 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 80282 No. of Facilities: 139 (estimated) No. of Industries: 4 No. of Occupations: 6 No. of Employees: 7680 (estimated)

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H317-H412

[ Precautionary Statements ]:
P273-P280

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R43;R52/53

[ Safety Phrases ]:
S24-S37-S61

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
1

[ RTECS ]:
ST2275000

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1

[ HS Code ]:
2921590090

Synthetic Route

Precursor & DownStream

Precursor

  • Chlorobenzene
  • 4-Aminodiphenylamine
  • p-Phenylenediamine
  • Bromobenzene
  • benzene-1,4-diol,methanesulfonic acid
  • butanethiol
  • N,N'-Diphenyl-1,4-benzoquinonediimine
  • Hydroquinone

DownStream

  • N,N,N',N'-Tetraphenyl-1,4-phenylenediamine
  • N,N,N'-Triphenyl-1,4-phenylenediamine
  • 3-acryloxypropyl trimethoxysilane
  • 4-N-[4-(4-anilinoanilino)phenyl]-1-N-phenylbenzene-1,4-diamine
  • 1,4-Benzenediamine,N1,N4-dinitroso-N1,N4-diphenyl-
  • 2,5-DICHLOROHYDROQUINONE
  • N,N'-Diphenyl-1,4-benzoquinonediimine
  • N-Phenyl-N'-cyclohexyl-p-phenylenediamine
  • 1-N,4-N-dimethyl-1-N,4-N-diphenylbenzene-1,4-diamine
  • Phthalic acid

Customs

[ HS Code ]: 2921590090

[ Summary ]:
2921590090. other aromatic polyamines and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Articles

Skin sensitization potency and cross-reactivity of p-phenylenediamine and its derivatives evaluated by non-radioactive murine local lymph node assay and guinea-pig maximization test.

Contact Dermatitis 60(4) , 193-8, (2009)

p-Phenylenediamine (PPD)-related chemicals have been used as antioxidants in rubber products, and many cases of contact dermatitis caused by these chemicals have been reported.The aim of this study wa...

Insight into the mechanism of trypanosome lytic factor-1 killing of Trypanosoma brucei brucei.

Mol. Biochem. Parasitol. 118(1) , 33-40, (2001)

It has been known for almost a century that normal human serum can lyse the extracellular blood parasite Trypanosoma brucei brucei. This process is a result of a non-immune killing factor in human ser...

Antioxidative and apoptotic properties of polyphenolic extracts from edible part of artichoke (Cynara scolymus L.) on cultured rat hepatocytes and on human hepatoma cells.

Nutr. Cancer 60(2) , 276-83, (2008)

Cultured rat hepatocytes and human hepatoma HepG2 cells were used to evaluate the hepatoprotective properties of polyphenolic extracts from the edible part of artichoke (AE). The hepatocytes were expo...


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Related Compounds

  • 1-[(4-Hydroxy-3,5-dimethylbenzoyl)oxy]-2,5-pyrrolidinedione
  • 1-(4-hydroxy-3-methylnaphthalen-1-yl)ethanone
  • 1-[4-(benzenesulfonyl)phenoxy]naphthalene
  • 1-(4-morpholin-4-yl-1-prop-1-en-2-ylcyclohex-3-en-1-yl)ethanone
  • 1-(4-chlorophenyl)-3-cyclohexylthiourea
  • 1-(4-Aminobutyl)-4-(diphenylmethyl)piperazine